Family-friendly holiday rentals in Santa Rosa Island

A large, inviting swimming pool features colorful floating lily pads and a rope bridge. Surrounding the pool are palm trees and lounge chairs, with poolside umbrellas providing shade. A colorful bar area is visible in the background, enhancing the resort's family-friendly atmosphere.

4.86 out of 5 average rating, 217 reviews

Waterpark Condo with Free Beach Setup & Aqua Pass

Welcome to Waterscape A419! This is a 1292 sqft 2 bedroom, 2 1/2 bath condo with a private bunk room that sleeps 8 people plus a baby. Waterscape is one of the newest and most luxurious direct beachfront resorts in Fort Walton Beach/Destin area. Our Unit is located on the 4th floor with partial beach/ocean views as well as the bay view. The resort has great amenities: 3 amazing swimming pools, a relaxing LAY-Z™ River, 10 gas grills, poolside Tiki Bar, fitness center, and private pristine beach.

FamilyKitchenAir conditioning

An aerial view of a beachfront pool area is presented, showing a rectangular pool surrounded by white lounge chairs and shaded areas. The sandy beach is visible just beyond the pool, with a wooden boardwalk leading to the shore.

4.97 out of 5 average rating, 117 reviews

Beach Penthouse on Okaloosa Island in FWB, FL

Unit 301 has the best views being it is an end unit on the top floor. It also feels very spacious with its vaulted ceilings and unique loft area. Sleeps up to 6 people. Queen bed in Master. Another Queen bed and bath in loft. One full size sleeper sofa in living room. Owners have used the unit for past 9 years and have just decided to offer it as a rental. Freshly painted, and updated with new carpets, floors, furniture and appliances. Unit has everything you need for a wonderful vacation.

FamilyKitchenOutdoor spaces

A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.

4.92 out of 5 average rating, 134 reviews

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!

Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

Indoor spacesKitchenWalkability

A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.

4.96 out of 5 average rating, 125 reviews

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach

Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.

KitchenFamilyLong stay

A clear view of the beach and ocean can be seen from the balcony, with lounge chairs and umbrellas set up along the shoreline. A spacious pool area, filled with sun loungers and palm trees, is visible below, complementing the scenic ocean backdrop.

4.92 out of 5 average rating, 133 reviews

DestinWest G405 Kid-friendly/oceanview/Lazyriver

[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer

KitchenIndoor spacesLaundry

The image captures a sprawling resort pool area lined with palm trees, inviting lounge chairs, and winding waterways. A mix of tranquil pools is observed, with gentle steps leading into the water and vibrant blue shades reflecting the clear skies.

4.88 out of 5 average rating, 133 reviews

Waterscape 5th Flr -Closest 1 Bedroom to the beach

Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

KitchenIndoor spacesHospitality

A spacious living area is highlighted by a light-colored sectional sofa and a modern coffee table on a patterned rug. A flat-screen TV is mounted on the textured blue wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.

4.94 out of 5 average rating, 160 reviews

2 min walk to Beach/Free Beach Service/Pool

Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

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The image captures an expansive view of the tranquil Gulf of Mexico. Gentle waves roll onto a sandy beach, while a clear blue sky stretches above, dotted with soft clouds. The horizon blends seamlessly with the serene water, creating a calming seaside atmosphere.

4.94 out of 5 average rating, 226 reviews

Sunshine and beach time /Okaloosa Island

Snowbirds message me for winter rates! Steps to the sand, Ocean view , top floor unit, sleeps 6,(queen bed, single day bed, twin trundle,and queen sofa sleeper). USB port outlets, no carpet, stainless appliances, and keyless entry. A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation!

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Apartment in Fort Walton Beach

4.97 out of 5 average rating, 116 reviews

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

Indoor spacesFamilyCondition

A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.

4.75 out of 5 average rating, 581 reviews

Emerald Waters & Sugar White Sand!

Enjoy all the comforts of a North American lifestyle with a modern contemporary look and stunning Gulf-front views from our high-floor corner unit. Located right on the beach with no roads to cross and close to Destin. High-speed Wi-Fi, keyless entry, smart TV, beach towels, starter amenities, a seasonally heated Gulf-front pool (March 1–April 30 & Oct 1–Dec 31, subject to change) and MORE. Have a sunny day!

FamilyKitchenDecor

A small outdoor table is set with two cups and a plate of fresh fruit and a bagel. In the background, a view of the Gulf of Mexico is visible, with tall grass and a palm tree framing the beachfront setting.

4.95 out of 5 average rating, 109 reviews

Direct Gulf Views, Private Pool, Sleeps 4

Wake up to the sound of waves and step onto your private balcony to watch the sun rise and set over the Gulf of Mexico. This beautifully appointed 1-bedroom condo sleeps 4 in a charming 9-unit boutique building — meaning no crowded elevators, no packed pool, and your own quiet slice of the Emerald Coast. Looking for a warm winter escape? Monthly rates and snowbird discounts available November through March.

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A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.

4.78 out of 5 average rating, 165 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

Escape the average life at the Majestic Island Princess. Reserve your time today at the Keeler Island Princess #508. Every angle in the living area provides a view so irresistible, you won't be able to take your eyes away from the enticing waters. The diamond sand sparkles with the sun's continuous movement in the sky. Each day, you will discover a new focal point and anticipate its return.

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Popular amenities for Santa Rosa Island family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious pool area is visible, surrounded by palm trees and lounge chairs. The sparkling water reflects sunlight under a clear blue sky, leading to the ocean in the background. The resort buildings are seen on either side of the pool, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 144 reviews

Ocean view condo, Lazy River & Beach, Destin West

FamilyKitchenView

4.84 out of 5 average rating, 142 reviews

Destin West V409 Cozy Beach Getaway 7Amazing Pools

FamilyIndoor spacesWalkability

4.79 out of 5 average rating, 135 reviews

Kid-friendly! Lazy River~Skywalk over to beach!

Indoor spacesKitchenBeach

A panoramic view of a sandy beach is visible, leading to the turquoise waters of the Gulf of Mexico under a clear blue sky. A wooden walkway extends towards the beach, while a solitary figure can be seen strolling along the shoreline.

4.96 out of 5 average rating, 105 reviews

Beach FRONT Condo-Pools-Lazy River-Free Beach Serv

KitchenFamilyAccess

A view of the beach features a line of blue umbrellas and chairs on the white sand. Pavilions with teal roofs offer shaded seating areas, accompanied by grassy spaces. The clear blue ocean stretches across the background, enhancing the beach setting.

4.86 out of 5 average rating, 107 reviews

Gulf View-Island Princess King w/King bed 1.5 ba.

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4.96 out of 5 average rating, 138 reviews

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver

KitchenFamilyAccuracy

The living area features a leather couch and a recliner, complemented by a coffee table and a dining table with six chairs. A 55-inch TV is positioned nearby, with views of the bay accessible through sliding glass doors leading to the balcony, enhancing the space's openness.

4.94 out of 5 average rating, 143 reviews

Destin West: Luxurious BAY View BEACH Access CONDO

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A scenic view of the Gulf of Mexico is captured from a private balcony. The image showcases soft waves and sandy beachfront lined with umbrellas and beach chairs. Tropical palm trees frame the foreground, while a well-maintained pool area is visible below.

4.82 out of 5 average rating, 144 reviews

Cheery Condo-Free Beach Service-Direct Ocean View!

KitchenFamilyWalkability

Family- and pet-friendly home rentals

A bright living area is highlighted by a large television and comfortable leather furniture, arranged around a vibrant leaf-patterned rug. Sheer curtains allow natural light to filter in, complemented by potted plants that add a touch of greenery to the space.

4.86 out of 5 average rating, 177 reviews

Modern Island Condo: Walk to Beach, Private Yard!

FamilyIndoor spacesAccess

Home in Fort Walton Beach

A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.

4.96 out of 5 average rating, 113 reviews

3 Br Waterfront Florida Classic on the Bayou

KitchenIndoor spacesAir conditioning

Flat in Santa Rosa Island

A spacious living area is highlighted by a blue bedspread on a queen-sized bed and a dark gray sofa. The kitchen area features white cabinetry and modern appliances. Colorful artwork adorns the walls, creating a light and cheerful atmosphere.

4.8 out of 5 average rating, 129 reviews

Our Happy Place

FamilyIndoor spacesBathroom

Home in Fort Walton Beach

A serene outdoor space features a private pool enclosed by a safety fence. Colorful seating options are arranged on a decorative mosaic patio, complemented by an umbrella providing shade. Lush trees provide greenery in the background, enhancing the peaceful atmosphere.

4.91 out of 5 average rating, 223 reviews

#2 4BR HUGE PET Friendly Home Away from Snow!

FamilyIndoor spacesComfort

A serene beach scene features soft white sand leading to calm, turquoise waters. Colorful beach chairs and umbrellas are arranged along the shoreline, with a few people enjoying the water. The bright blue sky is dotted with wispy clouds.

4.82 out of 5 average rating, 252 reviews

Okaloosa Island Beach Condo14/Small Pet/Pool/Grill

Indoor spacesKitchenHospitality

Flat in Santa Rosa Island

A light and airy living room showcases a comfortable sofa adorned with soft pillows. A coffee table sits in the center, complemented by a lamp on a side table. Sheer curtains frame a window, allowing natural light to brighten the space.

4.83 out of 5 average rating, 129 reviews

Heated POOL and SPA -Bluefish 3 - OKA Island 2BR

FamilyIndoor spacesSleep quality

Cottage in Fort Walton Beach

A cozy living area features sloped ceilings and abundant natural light from large windows. A plush sectional sofa is arranged around a circular coffee table, complemented by a patterned area rug. A single lamp provides additional lighting, enhancing the space's comfort.

4.91 out of 5 average rating, 293 reviews

"Quirky Cottage"

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Flat in Fort Walton Beach

A spacious bedroom features a comfortable bed with blue and white striped bedding, complemented by a large round pillow. Two accent chairs are placed nearby, and large windows allow natural light to fill the room. A modern bathroom is accessible through a door.

4.82 out of 5 average rating, 108 reviews

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

Indoor spacesFamilyPool

Family-friendly home rentals with a pool

A cozy living area features a red sofa accented with a starfish-patterned throw. Two comfortable chairs are positioned beside a glass-top coffee table. A cheerful yellow wall enhances the space, complemented by beach-themed decorations and soft lighting from nearby windows.

4.97 out of 5 average rating, 135 reviews

Mellow at Yellow Umbrellow on the Emerald Coast!

FamilyKitchenCondition

The living area features a light-colored sofa adorned with colorful cushions, complemented by a patterned area rug. A ceiling fan is visible above, and large glass doors open to a balcony with a view of the beach. A wall art piece depicting a whale adds character to the space.

4.95 out of 5 average rating, 172 reviews

Beach front 2/2 with gulf view.

Indoor spacesKitchenGetting around

Apartment in Fort Walton Beach

A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.

4.96 out of 5 average rating, 238 reviews

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Indoor spacesKitchenSolo travel

A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.

4.98 out of 5 average rating, 120 reviews

Condo With Serene Panoramic Views of the Gulf

FamilyKitchenCleanliness

4.93 out of 5 average rating, 135 reviews

Beachfront Condo | Gulf Views | Okaloosa Island

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4.98 out of 5 average rating, 139 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

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A private balcony offers unobstructed views of the sandy beach and the vibrant turquoise waters of the Gulf. The shoreline stretches along the bottom of the image, while distant figures can be seen enjoying the beach.

4.94 out of 5 average rating, 168 reviews

Beachfront Bliss 2BR/2BA Condo Stunning Ocean View

FamilyKitchenAir conditioning

A spacious studio unit features a comfortable bed with light bedding and decorative striped accents. A seating area includes a grey sofa and a small table set, overlooking large glass doors that open to stunning ocean views. A neutral color palette enhances the coastal ambiance.